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Vacation rentals in Kailua

Vacation rentals in Kailua

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kailua

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • MUST LOVE DOGS, the Ocean Room.
    SUPERHOSTPrivate room · 2 guests · 2 beds · 1 shared bathroom
    MUST LOVE DOGS, the Ocean Room.

    Quiet, clean and relaxing space in my home in the Olomana subdivision at the base of Mt. Olomana in lovely and coveted Kailua. Spectacular views of Mt. Olomana. To stay here though, you must be a dog lover because you'll be greeted by Daizee (golden retriever), Murphy (chocolate lab) and Lulu (bordoodle (border collie/poodle)), my welcoming party. This room has a comfy twin bed with a memory foam mattress and also a comfortable roll-a-way bed which also has a memory foam mattress.

    What guests are saying:

    “Perhaps the best place I’ve ever stayed. On the surface, Susan’s house is sparkling clean and well kept. Many amenities were provided (including towels, shampoo, coffee) for us. Susan even has a binder with activity recommendations. On a deeper level, Susan is perhaps the most wonderful woman I’ve ever met. Staying with her and her beautiful dogs was one of the highlights of my trip. I recommend her place to anyone wanting more than just a place to stay and Susan made her home feel like my home.”

  • Kailua Private Separate Studio/ 30 days minimum
    SUPERHOSTEntire guest suite · 2 guests · 0 beds · 1 bathroom
    Kailua Private Separate Studio/ 30 days minimum

    The studio is perfect for one or two persons. It is very conveniently located within walking distance to Kailua town and white sandy beach (around half a mile or 10 minutes walk). Fully furnished clean private studio with queen size bed, drop leaf table with folding chairs, fully stocked kitchenette and bathroom, free basic cable TV and WiFi, private covered carport, AC and fan with double panel windows for quiet relaxation. Private outdoor dinning and sitting area by the garden with gas grill.

    What guests are saying:

    “There are not enough good thing to say about Wen’s place! Her hospitality was outstanding, she was in constant communication and even let us in on when farmer markets would be set up in the Kailua area. Her place was perfect for my husband and I! She provided beach towels, beach gear, and reusable shopping bags/thermal lunch box (we ended up buying our own for souvenirs). My only “complaint” would be at first the Airbnb was a little tricky to find(due to our flight landing late and arriving at the Airbnb in the evening) but Wen made sure to provide directions (a few weeks ahead of time from our reservation date) from the airport to her place (provided alternative route due to a highway closure) and with pictures of the road/cross road. My husband and I definitely feel we got what we paid for, and we enjoy supporting local instead of hotel stays if we can. We would definitely return to this Airbnb if we’re ever in the area again!”

  • Secluded Kailua Beach Bungalow with Private Garden
    SUPERHOSTEntire flat · 2 guests · 1 bed · 1 bathroom
    Secluded Kailua Beach Bungalow with Private Garden

    Aloha! We renovated this old-style Hawaiian home so that it will have the charm of old Hawaii with modern conveniences. The Bungalow is on the first floor of the home with it's own private parking, private entry and private garden - completely secluded - the only shared space is the laundry room which is shared with one other bungalow. This garden oasis is in the most awesome location - you are 100 steps from the famous soft white-sand of Kailua Beach.

    What guests are saying:

    “This was our second stay to Cheri’s paradise on the beautiful Kailua Beach. Her garden feels like a private tropical oasis and the ocean is just a few steps right outside the back gate. Cheri has everything you need for the beach and a goodie basket with Hawaiian fruit and treats, as well as, cold beer in the fridge. The location feels secluded, but is close to everything Hawaiian that you could want! Cheri has all the details included!”

Holiday rentals for every style

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Popular amenities for Kailua holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Kailua

Beach House Bedroom
SUPERHOSTPrivate room
Beach House Bedroom
Price:$ 52 SGD / night
Secluded Kailua Beach Bungalow with Private Garden
SUPERHOSTEntire flat
Secluded Kailua Beach Bungalow with Private Garden
Price:$ 323 SGD / night
MUST LOVE DOGS, the Ocean Room.
SUPERHOSTPrivate room
MUST LOVE DOGS, the Ocean Room.
Price:$ 78 SGD / night
Kailua Private Separate Studio/ 30 days minimum
SUPERHOSTEntire guest suite
Kailua Private Separate Studio/ 30 days minimum
Price:$ 97 SGD / night
Kailua Palm Studio. Walk to Beach! PERMITTED
SUPERHOSTEntire guest house
Kailua Palm Studio. Walk to Beach! PERMITTED
Price:$ 205 SGD / night
Olomana Hale
SUPERHOSTPrivate room
Olomana Hale
Price:$ 106 SGD / night
Tropical Garden Cottage
SUPERHOSTEntire cottage
Tropical Garden Cottage
Price:$ 95 SGD / night
Cozy Private Guest Suite Next to Beach With Pool
SUPERHOSTEntire house
Cozy Private Guest Suite Next to Beach With Pool
Price:$ 198 SGD / night
The "Waters Edge" Cottage
Entire cottage
The "Waters Edge" Cottage
Price:$ 205 SGD / night
Holiday Palms-2 blks fr Kailua Bch/walk to town
Entire guest house
Holiday Palms-2 blks fr Kailua Bch/walk to town
Price:$ 205 SGD / night
Mahealani's Hale
SUPERHOSTEntire house
Mahealani's Hale
Price:$ 212 SGD / night
Kailua Ocean Breeze Beach Studio
Entire guest house
Kailua Ocean Breeze Beach Studio
Price:$ 106 SGD / night
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